The first water-soluble bowl complex: molecular recognition of acetate by the biomimetic tris(imidazole) Zn(ii) system at pH 7.4Electronic supplementary information (ESI) available: Synthetic procedures, spectroscopic data and supplementary spectral data. See DOI: 10.1039/c4ob02514h

A supramolecular approach for modeling active sites of metallo-enzymes relies on the association of a metal ion bound to a tris(imidazole) core under the control of a cavity. One step further is the water-solubilization of the cavity-complex. Here, we describe the synthesis of a water-soluble bowl-l...

Full description

Saved in:
Bibliographic Details
Main Authors Rat, Stéphanie, Gout, Jérôme, Bistri, Olivia, Reinaud, Olivia
Format Journal Article
LanguageEnglish
Published 04.03.2015
Online AccessGet full text

Cover

More Information
Summary:A supramolecular approach for modeling active sites of metallo-enzymes relies on the association of a metal ion bound to a tris(imidazole) core under the control of a cavity. One step further is the water-solubilization of the cavity-complex. Here, we describe the synthesis of a water-soluble bowl-ligand that has been successively achieved through an 11-step strategy from resorcinol. First insights into its coordination properties in water show that it readily binds Zn( ii ) at physiological pH and acts as a molecular receptor for the hydrophilic acetate guest ligand. The bowl-shaped cavity-ligand based on resorcinarene has been successfully transposed into a water-soluble version that readily binds Zn( ii ) and acetate at physiological pH.
Bibliography:Electronic supplementary information (ESI) available: Synthetic procedures, spectroscopic data and supplementary spectral data. See DOI
10.1039/c4ob02514h
ISSN:1477-0520
1477-0539
DOI:10.1039/c4ob02514h